Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Cyclopentyl chloroformate | HCID 2735892 | — |
| Reactant | Methyl 4-(6-aminoindazol-1-ylmethyl)benzoate | HCID 14708763 | — |
| Product | HCID 20066897 | HCID 20066897 | 73% |
Reaction Steps
To a mixture of indazole (L) (150 mg), pyridine (0.05 ml) and methylene chloride (2 ml), at -20° C., was added cyclopentyl chloroformate (0.07 ml). The reaction was warmed to 25° C. and stirred for 1 hour. The reaction mixture was added to ethyl acetate, and the ethyl acetate solution washed with saturated sodium carbonate, 1N HCl, and brine, and dried (MgSO4). Evaporation and trituration with diethyl ether gave methyl 4-[6-(cyclopentyloxycarbonyl)aminoindazol-1-ylmethyl]-3-methoxybenzoate (M) (148 mg, 73%) as a solid; mp 150.0°-151.0° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04837235 |
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| Source dataset | uspto-grants-1989_06 |
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| ORD ID | ord-caf4f8102313404bbd9156fdd9833fd1 |
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| Source note | uspto-grants-1989_06 |
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